Hydrochloric Acid → 4-bromo-2-isopropyl-6-nitro-1H-benzo[d]imidazole

HRID 1622489노트

반응식

HRID 1622489 반응식
[Br:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[C:4]([NH2:11])[C:3]=1[NH2:12].[C:13](O)(=O)[CH:14]([CH3:16])[CH3:15].Cl.[OH-].[Na+]>>[Br:1][C:2]1[C:3]2[N:12]=[C:13]([CH:14]([CH3:16])[CH3:15])[NH:11][C:4]=2[CH:5]=[C:6]([N+:8]([O-:10])=[O:9])[CH:7]=1

참가 물질

5

반응물 4

HCID 313Hydrochloric AcidHCID 6590Isobutyric AcidHCID 14798Sodium HydroxideHCID 203480123-Bromo-5-nitrobenzene-1,2-diamine

생성물 1

HCID 866878464-bromo-2-isopropyl-6-nitro-1H-benzo[d]imidazole수율 85.7%

반응 조건

온도
105 °C

실험 절차

A mixture of 3-bromo-5-nitrobenzene-1,2-diamine (4 g, 17.24 mmol) and isobutyric acid (7.99 ml, 86 mmol) in 3M HCl (100 ml, 300 mmol) was heated to 105° C. for 5 days. The mixture was allowed to cool to room temperature and was poured into chilled 5M Sodium Hydroxide (60.0 ml, 300 mmol) solution. The resulting mixture was allowed to stand in an ice bath and the brown solid that precipitated was collected by filtration. The solid was washed several times with H2O and then dried in a vacuum oven at 50° C. leaving desired product as a dark solid (4.2 g, 71% yield). MS (ES+) m/e: 283.0, 284.0 [M+H]+

후처리

  1. temperatureto cool to room temperature
  2. additionwas poured
  3. customto stand in an ice bath
  4. filtrationthe brown solid that precipitated was collected by filtration
  5. washThe solid was washed several times with H2O
  6. customdried in a vacuum oven at 50° C.

출처 및 근거

ORD 기록
ord-86ef37f8240844b58392e7fa2ecd8a8b
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08778937B2

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